Trip ideas from Winnipeg 52 places from Winnipeg with a recent return price. Prices we can stand behind come first, then the cheapest.
Return (52) One-way (25) Fly from somewhere else Narrow it down 35 hidden by travel month Deals worth a look Nothing stands out strongly right now. Browse everything we can see, or keep looking.
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Show all 17 places with recent prices from Winnipeg The cheapest recent price for each place — per traveler in Economy.
City From Dates Airports Stops Found Calgary YYC C$446 (US$315) 31 Dec – 3 Jan 2027 · 3 nights YWG → YYC out 1 stop, back 1 stop found yesterday See prices for these dates Montreal YMQ C$457 (US$323) 23 Dec – 31 Dec · 8 nights YWG → YHU out 1 stop, back 1 stop found yesterday See prices for these dates Montego Bay MBJ C$556 (US$393) 13 Dec – 21 Dec · 8 nights YWG → MBJ out nonstop, back 1 stop found today See prices for these dates Cancun CUN C$776 (US$548) 21 Dec – 28 Dec · 7 nights YWG → CUN out 1 stop, back 1 stop found today See prices for these dates Istanbul IST C$1,727 (US$1,220) 20 Dec – 27 Dec · 7 nights YWG → IST out 1 stop, back 1 stop found yesterday See prices for these dates Taipei TPE C$2,307 (US$1,630) 24 Dec – 3 Jan 2027 · 10 nights YWG → TPE out 2 stops, back 2 stops found yesterday See prices for these dates Vienna VIE C$1,238 (US$875) 29 Dec – 10 Jan 2027 · 12 nights YWG → VIE out 2 stops, back 2 stops found 2 days ago
Prices are what travelers' searches on Aviasales found in the last 7 days: the price the seller showed on Aviasales; bags may cost extra. Canadian dollars at the Bank of Canada rate of 2026-10-16, US dollars in brackets. Fares change, so check today's price before you book. How our prices work